133815-20-0Relevant articles and documents
Nuclear factor-κB mediated inhibition of cytokine production by imidazoline scaffolds
Kahlon, Daljinder K.,Lansdell, Theresa A.,Fisk, Jason S.,Hupp, Christopher D.,Friebe, Timothy L.,Hovde, Stacy,Jones, A. Daniel,Dyer, Richard D.,Henry, R. William,Tepe, Jetze J.
, p. 1302 - 1309 (2009)
The mammalian nuclear transcription factor NF-κB is responsible for the transcription of multiple cytokines, including the pro-inflammatory cytokines tumor necrosis factor alpha (TNF-α) and interleukin 6 (IL-6). Elevated levels of pro-inflammatory cytokines play an important role in the pathogenesis of inflammatory disorders such as rheumatoid arthritis (RA). Inhibition of the pro-inflammatory transcription factor NF-κB has therefore been identified as a possible therapeutic treatment for RA. We describe herein the synthesis and biological activity of a series of imidazoline-based scaffolds as potent inhibitors of NF-κB mediated gene transcription in cell culture as well as inhibitors of TNF-α and IL-6 production in interleukin 1 beta (IL-1β) stimulated human blood.
Solvent-free efficient synthesis of 2,4,5-triarylimidazolines from aromatic aldehydes and hexamethyldisilazane
Uchida, Hitoshi,Shimizu, Takashi,Reddy, Paidi Yella,Nakamura, Shuichi,Toru, Takeshi
, p. 1236 - 1240 (2003)
A one-step preparation of 2,4,5-triarylimidazolines from aromatic aldehydes was accomplished by heating with hexamethyldisilazane under solvent-free conditions. This reaction provides a convenient preparative method for triarylimidazolines having a variety of aryl groups.
Hexamethyldisilazane as an amination agent: One-pot synthesis of isoamarine and its pyridine analogue
Mistryukov
, p. 29 - 30 (2001)
The ability of hexamethyldisilazane to convert aldehydes into Schiff bases was adapted to the one-pot syntheses of isoamarine and its pyridine analogue.
Convenient one-step synthesis of cis-2,4,5-triarylimidazolines from aromatic aldehydes with urea
Wang, Fei,Liao, Qian,Xi, Chanjuan
, p. 905 - 913 (2012)
A simple and efficient method has been developed for the synthesis of cis-2,4,5-triarylimidazolines based on a one-step procedure of aldehydes and urea in the presence of cesium carbonate. Taylor & Francis Group, LLC.
Studies on the synthesis of 1-aminoalkylphosphonates from aldehydes using silica-supported ammonium hydrogen carbonate
Kaboudin, Babak,Saadati, Fariba
, p. 1249 - 1252 (2004)
Studies on the use of silica-supported ammonium hydrogen carbonate as an efficient reagent for the synthesis of 1-amino-phosphonates under microwave irradiation in solvent-free conditions is reported. Investigations showed that this reaction proceeds by the formation of methanediamine as an intermediate. The reaction in the absence of diethyl phosphite gave cis-imidazolines as the major products.
Fractional crystallisation of (±)-iso-amarine with mandelic acid: convenient access to (R,R)- and (S,S)-1,2-diamino-1,2-diphenylethanes
Braddock, D. Christopher,Hermitage, Stephen A.,Redmond, Joanna M.,White, Andrew J.P.
, p. 2935 - 2937 (2006)
(±)-iso-Amarine can be conveniently resolved via 1:1 salt formation with either hand of mandelic acid. Enantiopure iso-amarine can be acetylated and hydrolysed to give enantiopure 1,2-diamino-1,2-diphenylethanes.
A practical solvating agent for the chiral NMR discrimination of carboxylic acids
Kim, Seon-Mi,Choi, Kihang
experimental part, p. 4747 - 4750 (2011/10/09)
A bisimidazoline compound has been prepared as a new chiral solvating agent starting from isophthalaldehyde and (S,S)-1,2-diphenylethylenediamine through a single-step synthesis. In the presence of one equivalent of this reagent, carboxylic acid racemates
C3-symmetric chiral Trisimidazoline: Design and application to organocatalyst
Murai, Kenichi,Fukushima, Shunsuke,Hayashi, Shoko,Takahara, Yusuke,Fujioka, Hiromichi
supporting information; body text, p. 964 - 966 (2010/06/15)
(Figure Presented) C3-symmetric chlral trislmidazoline was designed and synthesized as a new entry of organocatalyst with the concept of constructing C3symmetric molecules with three C2-symmetric chiral components, and the application of this novel catalyst to asymmetric conjugate addition of β-ketoesters to nitroolefins was described.
Cycloaddition reactions of 1,3-diazabuta-1,3-dienes with alkynyl ketenes
Abbiati, Giorgio,Contini, Alessandro,Nava, Donatella,Rossi, Elisabetta
experimental part, p. 4664 - 4670 (2009/10/09)
The cycloaddition reactions of 'all-carbon' 1,3-diazabuta-1,3-dienes with a few conjugated and unconjugated alkynyl ketenes are described. The reactions provide some interesting azetidinones and dihydropyrimidinones bearing an alkynyl moiety. The regiochemistry of cycloadduct is related with the degree of conjugation of the alkynyl ketene. Moreover, two alternative approaches to 'all-carbon' 1,3-diazabuta-1,3-dienes are reported.
On the racemization of chiral imidazolines
Busacca, Carl A.,Bartholomeyzik, Teresa,Cheekoori, Sreedhar,Grinberg, Nelu,Lee, Heewon,Ma, Shengli,Saha, Anjan,Shen, Sherry,Senanayake, Chris H.
supporting information; experimental part, p. 9756 - 9761 (2009/04/07)
(Chemical Equation Presented) Racemization of chiral imidazolines with base has been studied for the first time following an unexpected finding in the synthesis of chiral imidazoline ligands. Amine bases do not cause racemization. Strong inorganic bases can induce racemization, yet this occurs only when the nitrogen is unsubstituted, in agreement with a symmetry-allowed thermal disrotatory ring opening and closure from a diazapentadienyl anion. Surprisingly, even with electron-withdrawing N-substituents, no racemization is observed. Conditions which allow for the racemization-free manipulations of this important compound class have been defined and developed.
